Patent GB-1033388-A (GB)
Title: New hydroxyphenyl-1,3,5-triazines, process for their production and use
IPC: C08K5/3492
Filed: 1963-10-30
Abstract: Hydroxyphenyltriazines of formula <FORM:1033388/C4-C5/1> where R represents an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxy or C1- 12 alkoxy, only the residues R1 and R2 having oxygen containing substituents are used as U.V. protecting agents in soaps.ALSO:Hides skins and leather may be protected against heat, air or ultra-violet light by means of hydroxyphenyltrizines of formula <FORM:1033388/C6-C7/1> where R is an unsubstituted or oxygen-free substituted benzene residue directly linked to the triazine ring and Z is hydroxy or C1- 12 alkoxy, only the residues R1 and R2 having oxygen-containing sustituents.ALSO:The invention comprises compounds of formula <FORM:1033388/C2/1> Specified substituents in R include alkyl, alkaryl, aralkyl, cycloalkyl and halogen where R represents an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxyl or C1-12 alkoxy, only the residues R1 and R2 having oxygen-containing substituents.  They may be obtained by Friedel-Crafts condensation of a compound of formula <FORM:1033388/C2/2> and one of formula <FORM:1033388/C2/3> where Z and Z1 are each hydroxy or C1-12 alkoxy. Products in which Z is alkoxy may also be obtained by etherification of ones in which Z is hydroxy.  The products are used to protect organic materials of many types against heat, air and, particularly, ultra-violet irradiation.ALSO:Hydroxyphenyltriazines of formula <FORM:1033388/C3/1> where R is an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxy or C1- 12 alkoxy, only the residues R1 and R2 having oxygen-containing substituents may be used as heat, air and U.V. protecting agents for polymeric materials, including:  epoxy resins, polyester resins, vinyl resins, polystyrene resins, alkyd resins, aldehyde resins such as phenol-, urea- or melamine-formaldehyde resins, emulsions or synthetic resins, rubber, latex, balata, gutta-percha, polychloroprene, olefinic polysulphides, polybutadiene, butadiene-styrene or butadiene-acrylonitrile copolymers; lacquers and films based on cellulose esters, vinyl acetate, polyvinyl chloride, polyvinylidene chloride, copolymers from vinyl chloride and vinylidene chloride, alkyd lacquers, polyethylene, polypropylene, polyamides, polyacrylonitrile and polyesters; polyamide and polyacrylonitrile spinning masses.  The triazines may be added before, during or after polymerization.ALSO:Cosmetic preparations such as perfumes, bath salts, skin and face creams, powder, repellants, and sun-protection oils and creams contain as U.V. protection agents hydroxyphenyltriazines of formula <FORM:1033388/A5-A6/1> where R represents an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxyl or C1-12 alkoxy, only the residues R1 and R2 having oxygen containing substituents.ALSO:Hydroxyphenyltriazines of formula <FORM:1033388/B1-B2/1> where R is an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxy or C1-12 alkoxy, only the residues R, and R2 having oxygen-containing substituents may be used as heat, air and U. V. protecting agents in coatings for textiles and paper, for instance those based on starch or casein or on plastics derived from, for example, vinyl acetate or acrylic acid derivatives.ALSO:Hydroxyphenyltriazines of formula <FORM:1033388/D1-D2/1> where R represents an unsubstituted or substituted benzene residue directly linked to the triazine ring and Z is hydroxy or C1-12 alkoxy, only the residues R1 and R2 having oxygen-containing substituents are used to protect organic materials from heat, air and, especially U.V. light.  Materials protected include: textile fibres, threads, yarn, woven or knitted goods or felt derived from wool, silk, cotton, hemp, flax, jute, ramie, regenerated cellulose, polyacrylonitrile, polyvinylchloride, polyolefines, polyesters or polyamides; feathers, hair, straw, wood, wood pulp, paper, cardboard, hardboard and Hollander pulp.  In Example II, a polyamide fibre fabric is placed in an aqueous solution of one of the triazines which is then heated to boiling, and the fabric rinsed and dried.